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HomeProduct name list(1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

(1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Synonym(s):(−)-Camphoric acid;(1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid

  • CAS NO.:560-09-8
  • Empirical Formula: C10H16O4
  • Molecular Weight: 200.23
  • MDL number: MFCD00064937
  • EINECS: 200-258-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-30 15:45:59
(1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID Structural

What is (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID?

Chemical properties

White Solid

The Uses of (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

(1S,3R)-(?)-Camphoric acid can be used:

  • As an enantiomeric linker in the preparation of chiral surface-anchored metal-organic frameworks (MOFs).
  • To prepare porous MOFs having multifunctional properties; used in gas adsorption and separation of racemic alcohols.
  • To prepare a cobalt(II) coordination polymer named {Co(phen)(H2O)[C8H14(COO)2]}n·(CH3OH)n , wherein “phen” is 1,10-phenanthroline and C8H14(COOH)2 is [(1S,3R)-camphoric acid.

storage

+4°C

Purification Methods

Purify the acid by re-precipitation from an alkaline solution by HCl, filter it off, and recrystallise it from water several times, rejecting the first crop. It forms leaflets from EtOH and Me2CO and H2O and is insoluble in CHCl3. Its solubility in H2O is 0.8% at 25o and 10% at 100o, 50% in EtOH and 5% in ethylene glycol. The (±)-acid has m 202-203o. The (+)-1-methyl ester has m 86o (from pet ether) [] 20 +45o (c 4, EtOH), and the (+)-3-methyl ester has m 77o (from pet ether) []17.5 +53.9o (c 3, EtOH). [Rupe & Thommen Helv Chim Acta 30 933

Properties of (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Melting point: 188-190 °C(lit.)
Boiling point: 312.0±25.0 °C(Predicted)
Density  1.177±0.06 g/cm3(Predicted)
storage temp.  Sealed in dry,Room Temperature
solubility  DMSO, Ethanol, Methanol
form  Solid
pka 4.57±0.60(Predicted)
color  White to Off-White
optical activity [α]20/D 48°, c = 10 in ethanol
BRN  1874674
CAS DataBase Reference 560-09-8(CAS DataBase Reference)

Safety information for (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

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